Hillsborough County Vacations & Trips from ￥233,004

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Top destinations in Hillsborough County

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Tampa

Tampa

The Latest Hillsborough County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was ￥319,441, price is now ￥233,004 per person
￥233,004
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,005 reviews)
Rooms were clean and updated. Staff was great and welcoming.

Reviewed on Mar 30, 2026

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was ￥489,822, price is now ￥301,397 per person
￥301,397
per person
May 1 - May 7
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8.2/10 Very Good! (5,182 reviews)
The room I stayed in was clean and comfortable. I liked the fact it had a small balcony, although I did not utilize it. Most properties I've stayed at in the past have an available electrical outlet near the bed or nightstand. Due to the apparent age of this building however, the room did not have a lot of electrical outlets, so I had to plug my phone in to charge on the floor, near the tv.

Reviewed on Mar 29, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was ￥499,568, price is now ￥326,354 per person
￥326,354
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,008 reviews)
Friendly staff. Great location. Villa was amazing

Reviewed on Mar 28, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ￥371,518, price is now ￥280,760 per person
￥280,760
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (1,068 reviews)
great place , highly recommended

Reviewed on Mar 30, 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was ￥682,962, price is now ￥535,657 per person
￥535,657
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (587 reviews)
My new go to when in town

Reviewed on Mar 30, 2026

Hillsborough County Hotel Deals

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥23,377 per night from Apr 5 to Apr 6
￥23,377
￥26,805 total
Apr 5 - Apr 6
includes taxes & fees
7.2/10 Good! (1,816 reviews)
Great

Reviewed on Mar 30, 2026

Hotel Tampa Riverwalk
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is ￥15,757 per night from Apr 6 to Apr 7
￥15,757
￥17,883 total
Apr 6 - Apr 7
includes taxes & fees
6.2/10 (4,228 reviews)
Pretty good value for the money considering Tampa prices. The front desk was helpful and it was convenient to have the airport shuttle option. Breakfast was good with waffles, juice, several other options. This is an older place I'm definitely nothing too exciting as far as the room goes, but it ...

Reviewed on Mar 30, 2026

Ramada by Wyndham Tampa Westshore Airport South
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
The price is ￥21,375 per night from Apr 5 to Apr 6
￥21,375
￥27,146 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (4,975 reviews)
Everything was amazing

Reviewed on Mar 27, 2026

Sailport Waterfront Suites
See all 4,419 properties in Hillsborough County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only ￥233,004. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.